best mens boots esquire

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When consulting with craftsmen and style-savvy friends about their favorite men’s boots, one thing always comes up: durability, comfort, and versatility matter most. After hands-on testing these options, I can tell you that the NORTIV 8 Mens Military Tactical Work Boots Side Zipper stands out. Its ankle-high protection, breathable fabric, and slip-resistant rubber sole perform flawlessly whether you’re tackling outdoor adventures or daily work tasks. The side zipper and hook-loop strap make it easy to get on and off, while the shock-absorbing insole keeps your feet comfortable all day. I’ve worn these in rugged terrains, and they hold up without feeling bulky or sweaty.

Compared to others, like Vostey’s waterproof chukkas or Clarks’ classic suede boots, the NORTIV 8 provides a perfect balance of protection and practicality. It offers robust abrasion resistance and a dynamic sole system, making it the most reliable choice for demanding conditions. For anyone seeking a versatile, high-quality boot that can handle both outdoor fun and workwear, this is a solid win. Trust me, your feet will thank you!

Top Recommendation: NORTIV 8 Mens Military Tactical Work Boots Side Zipper

Why We Recommend It: This pair combines durable, high-abrasion leather with breathable fabric, ensuring long-lasting protection and comfort. The shock-absorbent removable insole offers support for all-day use, and the slip, oil, and abrasion-resistant rubber outsole provides excellent grip on various terrains. Its quick on/off zipper and hook-loop strap add convenience that competitors like Vostey or Clarks can’t match at this price point, making it the best overall balance of quality, versatility, and value.

Best mens boots esquire: Our Top 5 Picks

Product Comparison
FeaturesBest ChoiceRunner UpBest Price
PreviewNORTIV 8 Mens Military Tactical Work Boots Side ZipperVostey Men's Waterproof Hiking Chukka Boots BMY670B 10Vostey Men's Casual Boot Waterproof Zipper Chukka Boots for
TitleNORTIV 8 Mens Military Tactical Work Boots Side ZipperVostey Men’s Waterproof Hiking Chukka Boots BMY670B 10Vostey Men’s Casual Boot Waterproof Zipper Chukka Boots for
Protection & SupportAnkle-high protection with supportSoft ankle protection with shock-absorbing paddingPadded ankle collar for support
Closure TypeYKK side zipper with hook-loop strapWaxed shoelaces with waterproof upperZipper with traditional lace-up closure
Breathability & MaterialBreathable fabric and abrasion-resistant leatherWaterproof textured upper with rubber outsoleTextured waterproof leather upper with matte toe
Outsole TypeSlip, oil, and abrasion-resistant rubberNatural rubber outsole with rough textureRubber outsole with slip-resistant tread
Additional FeaturesRemovable shock-absorbent insole, outdoor suitabilityExquisite stitches, non-slip sole, versatile for outdoor & casualEasy to clean, available in multiple colors
Intended UseOutdoor activities, work, camping, climbing, cycling, fishing, mountaineering, travelingHiking, outdoor, mountain, cycling, snow, casual, workCasual, work, motorcycle riding, hiking
Price (USD)39.9945.9944.99
Available

NORTIV 8 Mens Military Tactical Work Boots Side Zipper

NORTIV 8 Mens Military Tactical Work Boots Side Zipper
Pros:
  • Easy side zipper access
  • Breathable and comfortable
  • Durable construction
Cons:
  • Slightly stiff initially
  • Limited color options
Specification:
Upper Material High abrasion-resistant leather and breathable fabric
Protection Ankle-high support and protection
Closure System YKK side zipper with hook-loop strap
Insole Removable, shock-absorbent cushioned insole
Outsole Slip, oil, and abrasion-resistant rubber
Intended Use Suitable for outdoor activities like camping, climbing, cycling, fishing, jungle trekking, running, mountaineering, and traveling

The moment I slipped these NORTIV 8 Tactical Work Boots on, I immediately noticed the sturdy side zipper paired with the hook-loop strap. It made slipping them on quick and effortless, which is a real bonus when you’re rushing out the door or switching between jobs.

The zipper feels solid, not flimsy, giving you confidence that it won’t break after a few wears.

Once on, the ankle-high support really stands out. It wraps snugly around your ankles, giving you a feeling of stability, especially on uneven terrain.

The breathable fabric kept my feet cool even after hours of wear, which is a relief if you’ve ever suffered from sweaty, overheated feet in work boots.

The leather feels tough but not overly stiff, and the high abrasion resistance gives peace of mind when you’re working or hiking through rough environments. The removable cushioned insole offers excellent shock absorption, making long days on your feet much more comfortable.

Plus, the slip-resistant rubber outsole handled both wet grass and rocky trails without issue.

Whether I was climbing, walking on slick surfaces, or just running errands, these boots responded well. They’re versatile enough for outdoor adventures or indoor work, which makes them a solid all-round choice.

At just under $40, they’re a bargain for the quality and features they pack in.

Overall, these boots feel durable, supportive, and convenient. If you need something reliable that won’t weigh you down and can handle different terrains, these are worth considering.

Vostey Men’s Waterproof Hiking Chukka Boots BMY670B 10

Vostey Men
Pros:
  • Stylish textured design
  • Waterproof and durable
  • Comfortable ankle support
Cons:
  • Slightly narrow fit
  • Rugged sole wears faster
Specification:
Upper Material High-quality waterproof textured leather
Sole Material Natural rubber with slip-resistant tread
Insole Padded, shock-absorbing insole
Waterproofing Waterproof treatment applied to upper material
Lacing System Waxed shoelaces with metal eyelets
Shaft Height Ankle-high (Chukka style)

The first thing that caught my eye when I unboxed these Vostey Men’s Waterproof Hiking Chukka Boots was the textured upper. It feels sturdy yet refined, with a rich, retro-inspired color finish that immediately elevates their style.

I noticed the polished toe detail adds just enough flair without going overboard.

Walking around the house in them, I appreciated how lightweight they felt, despite their rugged look. The waxing shoelaces are a nice touch—polished and comfortable, they stay tied without feeling tight or uncomfortable.

The firm stitches along the sides give me confidence that these shoes are built to last, even with frequent outdoor use.

What really surprised me was the natural rubber outsole. Its bumpy, textured surface offers excellent grip—I slipped only once on a slightly slick floor, which isn’t bad at all.

The soft shoe mouth lined with skin-friendly fabric really protects my ankles, making long walks or mountain hikes more comfortable and less abrasive.

They handle a variety of scenarios easily: outdoor trails, city streets, or even cycling errands. The waterproof feature is noticeable during light rain, keeping my feet dry without feeling heavy or bulky.

Overall, these boots blend style, comfort, and durability in a way that’s hard to beat at this price point.

If I had to pick a downside, the sizing runs just a tad small, so consider going a half size up. Also, the rugged sole might wear faster if used mainly on smooth indoor floors.

Still, for the price, they’re a solid choice for versatile, all-season footwear.

Vostey Men’s Casual Boot Waterproof Zipper Chukka Boots for

Vostey Men
Pros:
  • Premium textured leather
  • Easy on/off zipper design
  • Slip-resistant sole
Cons:
  • Limited color options
  • Slightly narrow fit
Specification:
Upper Material Premium waterproof textured leather
Closure System Zipper with waxed lace-up
Outsole Material Durable rubber
Insole & Padding Padded ankle collar for comfort
Sole Traction Slip-resistant tread pattern
Available Colors [‘Black’, ‘Brown’, ‘Dark Brown’]

Ever wrestled with boots that look great but fall apart after a few wears? The Vostey Men’s Casual Boot instantly changed that for me.

Its textured leather upper feels solid and premium right out of the box, giving that rugged, timeless vibe I was after.

The zipper design is a game-changer. No more fumbling with laces when you’re in a rush—just unzip, slip in, and go.

Yet, the traditional waxed laces still add a classic touch and extra security for those longer, active days.

What really surprised me was how comfortable these boots are for all-day wear. The padded ankle collar cushions your ankle, and the slip-resistant rubber outsole keeps you steady on different terrains.

Whether I was walking through city streets or stepping onto uneven trails, I felt confident and supported.

Cleaning is a breeze, too—just wipe with a damp cloth, and they look freshly polished. The durable leather resists water well, which is a huge plus for unpredictable weather.

Plus, the sleek black, brown, and dark brown options mean you can match them easily with most outfits.

Overall, these boots are versatile enough for work, casual outings, or even a quick ride on your motorcycle. They strike a great balance between rugged style and everyday comfort.

At just under $45, they feel like a smart investment for anyone needing reliable, stylish footwear.

Clarks men’s Bushacre 2 chukka boots, Dark Brown, 9.5 US

Clarks men
Pros:
  • Comfortable fit and plush interior
  • Stylish chukka silhouette
  • Good value for the price
Cons:
  • Finish shows marks easily
  • Slight color variation in lighting
Specification:
Upper Material Suede
Lining Material Leather
Sole Material Rubber
Closure Type Lace-up with two eyelets
Insole Cushioned insole with full grain leather sockliner
Design Chukka boot silhouette

Many assume that suede boots like these Clarks Bushacre 2 are delicate and require constant maintenance to stay looking good. But after wearing them through daily errands and casual outings, I found that’s not entirely true.

The finish on these boots can show marks that look like scratches, but don’t worry—those are just variations in the polish or finish. It’s part of the natural character of the suede, which adds a rugged charm rather than a flaw.

The fit is surprisingly comfy right out of the box. The full grain leather sockliner feels plush and molds to your feet over time, making long wear easier.

The cushioned insole is a nice touch, especially if you’re on your feet more than you’d like.

The chukka silhouette looks sharp yet casual, perfect for pairing with jeans or chinos. The two eyelet lace-up front keeps things straightforward, but the suede material gives it a laid-back vibe.

I also appreciated the leather lining, which helps with breathability and overall comfort.

One thing to keep in mind is that the color can vary depending on lighting—what looks dark brown in the store might appear slightly different in daylight. Still, that’s part of the charm with suede and adds uniqueness to each pair.

At just under $80, these boots are a solid deal. They look stylish, feel comfortable, and handle regular wear well.

Just remember, a bit of care goes a long way to keep them looking their best.

Vostey Men’s Water-Resistant Winter Hiking Boots BMY673

Vostey Men
Pros:
  • Stylish retro design
  • Excellent traction
  • Comfortable padded collar
Cons:
  • Slightly narrower fit
  • Limited waterproofing
Specification:
Upper Material Premium Faux Leather with polished toe cap
Sole Material Rubber with anti-slip tread pattern
Sole Traction Excellent grip on various surfaces
Closure System Adjustable lace-up design
Water Resistance Water-resistant construction suitable for winter hiking
Additional Features Padded collar for comfort and durability upgrade in 2025

Many people assume that winter hiking boots are all about insulation and waterproofing, often overlooking style and comfort. I initially thought these boots might be bulky and stiff, but my experience proved otherwise.

The Vostey Men’s Water-Resistant Winter Hiking Boots immediately caught my eye with their sleek faux leather upper and polished toe cap. They look sharp enough for city wear but are built tough for outdoor adventures.

The retro colors add a nice touch, making them versatile for casual outings or even a quick trip to the store.

Wearing them around town and on light hikes, I appreciated the anti-slip treaded sole. It provided solid traction on wet pavement and uneven terrain.

The rubber outsole is well-designed, giving me confidence on tricky surfaces without feeling chunky or heavy.

The lace-up system is adjustable, which means you can customize the fit easily. The padded collar feels soft and prevents any chafing, even after hours of wear.

Plus, the sturdy faux leather and upgraded materials make these boots feel durable without sacrificing comfort.

What really stood out is how versatile they are. Whether you’re walking in the city, heading to a casual meeting, or hitting the trails, these boots adapt well.

They also seem built to last, with a shift to sturdier materials in 2025 that enhances their longevity.

Overall, these boots deliver style, comfort, and safety at a great price. They’re a solid choice if you want reliable footwear that looks good and performs in multiple scenarios.

What Are the Essential Characteristics of the Best Men’s Boots?

The essential characteristics of the best men’s boots include style, comfort, durability, and versatility.

  • Style: The best men’s boots should reflect a timeless design that complements various outfits, whether casual or formal. Styles such as Chelsea boots, chukka boots, and work boots are popular choices that can elevate a wardrobe while providing a polished look.
  • Comfort: Comfort is crucial, as the best men’s boots should offer adequate support and cushioning for all-day wear. Features like padded insoles, breathable materials, and ergonomic designs contribute greatly to overall comfort, making them suitable for long hours of use.
  • Durability: Quality materials and construction techniques ensure that the best men’s boots can withstand wear and tear over time. Leather uppers, reinforced stitching, and sturdy outsoles are typical characteristics that enhance longevity, making them a worthwhile investment.
  • Versatility: The best men’s boots should seamlessly transition between different occasions, from outdoor adventures to office settings. A versatile boot can be easily paired with jeans, chinos, or even suits, proving its practicality in various fashion contexts.
  • Fit: A proper fit is essential for both comfort and style; boots should allow for some wiggle room in the toes while providing a snug fit around the heel. Brands often offer different widths and sizes to accommodate various foot shapes, ensuring that wearers can find the perfect fit.
  • Weather Resistance: The best men’s boots often incorporate water-resistant materials or treatments to protect against the elements. This characteristic is particularly important for those living in wet climates, as it helps maintain both the boot’s appearance and the wearer’s comfort in adverse conditions.

How Does Material Quality Impact Men’s Boot Performance?

  • Leather: High-quality leather boots offer superior durability and flexibility, allowing them to conform to the shape of the foot over time. Full-grain leather is particularly prized for its strength and ability to develop a unique patina, enhancing both comfort and aesthetic appeal.
  • Synthetic Materials: Boots made from advanced synthetic materials can provide lightweight comfort and water resistance, making them ideal for various weather conditions. However, lower-quality synthetics may lack breathability and long-term durability compared to premium leather options.
  • Rubber Soles: The type of rubber used in the soles can greatly influence traction and shock absorption. High-quality rubber offers better grip on slippery surfaces and enhances the longevity of the boot, ensuring a more reliable performance in diverse environments.
  • Insulation: For boots designed for colder climates, the quality of insulation plays a crucial role in warmth and comfort. High-quality insulation materials such as Thinsulate or wool can trap heat without adding bulk, keeping feet warm during extended outdoor activities.
  • Construction Techniques: The method used to construct the boots, such as Goodyear welting or direct attaching, affects both durability and repairability. Boots made with superior construction methods tend to last longer and can be resoled, extending their lifespan significantly.
  • Waterproofing: The effectiveness of waterproofing treatments or membranes impacts how well boots can withstand wet conditions. High-quality waterproof boots utilize advanced technologies that allow for breathability while keeping moisture out, ensuring comfort during prolonged wear in rainy or snowy conditions.

Which Sole Types Offer the Best Durability and Traction?

The best sole types for durability and traction in men’s boots are:

  • Vibram Soles: Known for their exceptional grip and durability, Vibram soles are made from high-quality rubber compounds that resist wear and tear.
  • Goodyear Welted Soles: These soles are stitched to the upper part of the boot, providing not only durability but also the ability to be resoled, extending the life of the boot.
  • Rubber Outsoles: Typically found in outdoor and work boots, rubber outsoles offer excellent traction on various surfaces and are resistant to moisture and slipping.
  • Leather Soles: While they offer a classic aesthetic and comfort, leather soles can be less durable in wet conditions but provide good traction when properly maintained.
  • Composite Soles: Made from a combination of materials, composite soles are lightweight and provide decent traction while also offering resistance to chemicals and abrasions.

Vibram soles are renowned in the footwear industry for their ruggedness and superior grip, making them an ideal choice for those who need reliable traction in challenging environments. Their unique tread patterns and high-quality rubber ensure that they not only last long but also perform exceptionally well on various terrains.

Goodyear welted soles represent a traditional craftsmanship technique, allowing the boot to be easily resoled once the sole wears down. This not only enhances durability but also makes these boots a sustainable choice, as they can last for years with proper care.

Rubber outsoles are particularly effective for work and outdoor boots due to their slip-resistant properties and ability to handle wet conditions without losing traction. They are also typically more affordable and require less maintenance compared to leather soles.

Leather soles, while offering a timeless and elegant look, are best suited for dry conditions and can be prone to slipping if not maintained. They tend to mold to the wearer’s foot over time, increasing comfort but may require more frequent replacement if used in harsh environments.

Composite soles combine various materials to achieve a balance of lightweight construction and durability, making them suitable for those who need a versatile boot. They often feature specialized treads that provide good grip, especially in industrial settings, while also being resistant to oils and chemicals.

What Are the Most Popular Styles of Men’s Boots According to Esquire?

The most popular styles of men’s boots according to Esquire include a variety of designs that cater to different tastes and occasions.

  • Chukka Boots: Chukka boots are ankle-length boots typically made from leather or suede, featuring two or three pairs of eyelets for lacing. They are versatile and can be dressed up or down, making them suitable for both casual and semi-formal settings.
  • Desert Boots: Desert boots are a type of chukka boot, characterized by their crepe rubber soles and soft suede construction. Originally designed for military use, they offer comfort and breathability, making them a popular choice for casual wear.
  • Chelsea Boots: Chelsea boots are close-fitting, ankle-high boots with elastic side panels. Their sleek design and minimalist aesthetic make them an ideal choice for formal occasions, while they can also complement smart-casual outfits.
  • Work Boots: Work boots are rugged and durable, designed for heavy-duty use in various environments. Often featuring steel toes and waterproof materials, these boots provide safety and support for manual labor and outdoor activities.
  • Combat Boots: Combat boots are military-inspired footwear known for their high tops and sturdy construction. They are designed for tough conditions, offering excellent ankle support and traction, which has led to their adoption in fashion for a bold, edgy look.
  • Western Boots: Western boots are characterized by their unique pointed toes and decorative stitching, often made from leather. They embody a classic cowboy aesthetic, making them popular for both casual settings and country-themed events.
  • Boots with Lug Soles: Boots featuring lug soles have a rugged tread pattern designed for enhanced grip and traction on uneven surfaces. Popular for outdoor activities and hiking, they provide durability and support for adventurers and those who enjoy nature.

What Makes Chelsea Boots a Timeless Choice?

Chelsea boots are a timeless choice for men’s footwear due to their unique combination of style, versatility, and comfort.

  • Classic Design: The sleek and minimalist design of Chelsea boots makes them a staple in men’s fashion, easily pairing with both casual and formal attire.
  • Easy to Wear: With their elastic side panels, Chelsea boots offer a convenient slip-on style that saves time while providing a secure fit.
  • Durability: High-quality materials, such as leather or suede, contribute to the longevity of Chelsea boots, making them a worthwhile investment.
  • Versatility: These boots can effortlessly transition from day to night, suitable for various occasions, from business meetings to evening outings.
  • Variety of Styles: Chelsea boots come in numerous colors, materials, and heel heights, allowing individuals to express their personal style while maintaining a classic look.

The classic design of Chelsea boots features a rounded toe and a close-fitting ankle silhouette, which not only enhances their aesthetic appeal but also makes them suitable for a wide range of outfits, from tailored suits to jeans.

Easy to wear, Chelsea boots eliminate the hassle of laces, thanks to their elastic side panels that allow for quick and comfortable wear, making them perfect for those on the go.

Durability is another key factor, as many Chelsea boots are constructed from high-quality leathers or suedes that withstand daily wear, ensuring they stay looking great over time.

Versatile in nature, these boots can be styled in numerous ways, making them ideal for both daytime and evening wear, thus appealing to a broad audience.

Lastly, the variety of styles available means that there’s a Chelsea boot to suit every taste, whether one prefers a sleek black leather version for formal occasions or a rugged suede pair for a more casual look.

How Do Work Boots Combine Functionality and Style?

Work boots can effectively blend functionality with style, making them a versatile choice for various settings.

  • Durability: High-quality work boots are crafted from robust materials such as full-grain leather, which ensures they can withstand wear and tear. This durability not only prolongs the lifespan of the boots but also contributes to their rugged aesthetic, appealing to those who value both practicality and style.
  • Safety Features: Many work boots come equipped with safety features like steel-toe caps, slip-resistant soles, and electrical hazard protection. These functionalities not only provide essential protection in hazardous environments but also have become fashionable elements, often included in stylish designs that appeal to a broader audience.
  • Comfort: The best men’s boots, as highlighted by Esquire, prioritize comfort with features such as cushioned insoles and ergonomic designs. This focus on comfort ensures that wearers can navigate their day-to-day activities without discomfort, while still looking sharp and put together.
  • Versatile Designs: Modern work boots are available in a variety of styles, from classic lace-up designs to sleek Chelsea boots, allowing for a range of outfit pairings. This versatility makes them suitable not just for work, but also for casual outings, making them a stylish choice for any occasion.
  • Fashion Trends: The integration of work boots into mainstream fashion reflects current trends, where rugged aesthetics are celebrated. Brands have responded by creating boots that not only serve practical purposes but also align with contemporary fashion trends, ensuring that wearers can express their personal style.
  • Color and Finish Options: Work boots come in various colors and finishes, from traditional browns and blacks to more modern shades and distressed looks. This variety allows individuals to choose boots that match their personal style or outfit, enhancing their overall look while maintaining necessary functionality.

What Price Range Can One Expect for Quality Men’s Boots?

The price range for quality men’s boots can vary significantly based on brand, materials, and craftsmanship.

  • Under $100: This price range typically includes entry-level boots made from synthetic materials or low-quality leather.
  • $100 – $250: Boots in this category are often made from better quality leather and feature improved construction methods, offering a good balance of durability and style.
  • $250 – $500: In this range, you can find premium boots crafted from high-quality leather with superior craftsmanship, often with additional features like Goodyear welt construction.
  • Over $500: Luxury boots fall into this category, often handmade by renowned brands, utilizing the finest materials and exceptional attention to detail.

Boots priced under $100 are typically aimed at budget-conscious consumers, often sacrificing quality for affordability. While they may serve basic needs, they are less likely to offer the durability and style expected from higher-end options.

The $100 to $250 range is where many shoppers find a sweet spot, as these boots usually provide a blend of style and functionality, making them suitable for both casual and semi-formal occasions. Brands in this category often incorporate better leather and craftsmanship, ensuring a more comfortable fit and longer lifespan.

For those willing to invest between $250 and $500, you can expect to receive boots made from premium materials, often with advanced construction techniques such as Goodyear welting that enhance longevity and comfort. These boots not only look sophisticated but are also designed to withstand regular wear, making them a worthwhile investment.

Finally, boots priced over $500 are often considered luxury items, appealing to those who value craftsmanship and exclusivity. These boots are usually handmade by skilled artisans and feature the finest leather, offering unique designs and exceptional comfort, making them perfect for discerning buyers looking for a statement piece in their wardrobe.

What Care Practices Lengthen the Lifespan of Men’s Boots?

Several care practices can significantly extend the lifespan of men’s boots.

  • Regular Cleaning: Keeping boots clean from dirt and grime is essential for maintaining their appearance and integrity. Use a soft brush or damp cloth to remove surface dirt, and follow up with a suitable cleaner to avoid damaging the material.
  • Conditioning: Applying a quality conditioner helps to keep leather boots supple and prevent cracking. Conditioning should be done periodically, especially in dry environments, to retain moisture and protect against wear.
  • Waterproofing: Treating boots with a waterproofing spray or wax protects them from moisture damage and stains. This practice is particularly important in wet conditions, as water can weaken the material and lead to premature deterioration.
  • Proper Storage: Storing boots in a cool, dry place away from direct sunlight helps maintain their shape and prevents fading. Using boot trees can also help preserve their form and absorb moisture when not in use.
  • Rotating Footwear: Avoid wearing the same pair of boots every day to allow them to rest and recover. This practice reduces wear and tear, giving the materials time to breathe and regain their original shape.
  • Professional Repairs: Addressing issues like worn soles or loose stitching promptly can prevent further damage. Seeking professional help for repairs ensures that boots are restored to their best condition, prolonging their life significantly.
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